The unfussy lines of the Jack chukkaboot are finished with a full grain leather that only gets better with time. Mini-groove sole design provides traction, flexibility & all-day comfort. Reinforced,two tone laces for easy on & off. Exclusive Memory...... more

The unfussy lines of the Jack chukkaboot are finished with a full grain leather that only gets better with time. Mini-groove sole design provides traction, flexibility & all-day comfort. Reinforced,two tone laces for easy on & off. Exclusive Memory...... more

The unfussy lines of the Jack chukkaboot are finished with a full grain leather that only gets better with time. Mini-groove sole design provides traction, flexibility & all-day comfort. Reinforced,two tone laces for easy on & off. Exclusive Memory...... more

Designed in crocodile-embossed leather with a herringbone outsole for traction, this casually handsome boot is built for style and comfort from season to season.Sizing: True to size. D=standard width. Round toe. Lace-up style. Croc embossed leather...... more

Designed in crocodile-embossed leather with a herringbone outsole for traction, this casually handsome boot is built for style and comfort from season to season.Sizing: True to size. D=standard width. Round toe. Lace-up style. Croc embossed leather...

The Ariat Spitfire ChukkaBoot combines vintage-rugged style with casual comfort. This lightweight shoe features the innovative 4LR™ technology that delivers outstanding support and comfort throughout the day. Furthermore, an EVA midsole and the...... more

The Ariat Spitfire Chukka Boot combines vintage-rugged style with casual comfort. This lightweight shoe features the innovative 4LR™ technology that delivers outstanding support and comfort throughout the day. Furthermore, an EVA midsole and the...

Day or night, work or play, step out in style and comfort with Guide Gear Men's Premium Waterproof ChukkaBoots. Premium leather uppers are built to last. Plus, our top-of-the-line Guide Dry waterproof/breathable technology ensures dry feet in wet...... more

Day or night, work or play, step out in style and comfort with Guide Gear Men's Premium Waterproof ChukkaBoots. Premium leather uppers are built to last. Plus, our top-of-the-line Guide Dry waterproof/breathable technology ensures dry feet in wet...... more

Day or night, work or play, step out in style and comfort with Guide Gear Men's Premium Waterproof ChukkaBoots. Premium leather uppers are built to last. Plus, our top-of-the-line Guide Dry waterproof/breathable technology ensures dry feet in wet...... more

The Florsheim Frisco ChukkaBoot is a casual silhouette that embodies the clean lines and traditional essence of Florsheim. Crafted from smooth leather or nubuck, this shoe stands apart in a crowd. Fully cushioned footbed with leather cover Rubber sole...... more

The Florsheim Frisco Chukka Boot is a casual silhouette that embodies the clean lines and traditional essence of Florsheim. Crafted from smooth leather or nubuck, this shoe stands apart in a crowd. Fully cushioned footbed with leather cover Rubber sole...

The Florsheim Frisco ChukkaBoot is a casual silhouette that embodies the clean lines and traditional essence of Florsheim. Crafted from smooth leather or nubuck, this shoe stands apart in a crowd. Fully cushioned footbed with leather cover Rubber sole...... more

The Florsheim Frisco Chukka Boot is a casual silhouette that embodies the clean lines and traditional essence of Florsheim. Crafted from smooth leather or nubuck, this shoe stands apart in a crowd. Fully cushioned footbed with leather cover Rubber sole...

These classic Eastland Seneca chukkaboats are comfortable and great for every day wear. They feature hand sewn moccasin construction and easy to care for soft and smooth leather uppers. The exclusive Active Memory Foam comfort insole supports and...... more

These classic Eastland Seneca chukka boats are comfortable and great for every day wear. They feature hand sewn moccasin construction and easy to care for soft and smooth leather uppers. The exclusive Active Memory Foam comfort insole supports and...

These classic Eastland Seneca chukkaboats are comfortable and great for every day wear. They feature hand sewn moccasin construction and easy to care for soft and smooth leather uppers. The exclusive Active Memory Foam comfort insole supports and...... more

These classic Eastland Seneca chukka boats are comfortable and great for every day wear. They feature hand sewn moccasin construction and easy to care for soft and smooth leather uppers. The exclusive Active Memory Foam comfort insole supports and...

These classic Eastland Seneca chukkaboats are comfortable and great for every day wear. They feature hand sewn moccasin construction and easy to care for soft and smooth leather uppers. The exclusive Active Memory Foam comfort insole supports and...... more

These classic Eastland Seneca chukka boats are comfortable and great for every day wear. They feature hand sewn moccasin construction and easy to care for soft and smooth leather uppers. The exclusive Active Memory Foam comfort insole supports and...

Red Wing Weekender Chukka Shoe - Whether you're trying your hand at line-dancing at the local country bar or hustling youngsters on the pool table, the Red Wing Heritage Men's Weekender Chukka Shoe commands the attention and respect of any room it...... more

Red Wing Weekender Chukka Shoe - Whether you're trying your hand at line-dancing at the local country bar or hustling youngsters on the pool table, the Red Wing Heritage Men's Weekender Chukka Shoe commands the attention and respect of any room it...... more

Red Wing Weekender Chukka Shoe - Whether you're trying your hand at line-dancing at the local country bar or hustling youngsters on the pool table, the Red Wing Heritage Men's Weekender Chukka Shoe commands the attention and respect of any room it...... more

We have updated our inventory to now include Diamond mid boots aka chukkas and sneakers. They are a perfect finishing touch to any outfit and are guaranteed to make you feel and look your best. Make sure to take a look at the rest of this line and get...... more

We have updated our inventory to now include Diamond mid boots aka chukkas and sneakers. They are a perfect finishing touch to any outfit and are guaranteed to make you feel and look your best. Make sure to take a look at the rest of this line and get...

We have updated our inventory to now include Diamond mid boots aka chukkas and sneakers. They are a perfect finishing touch to any outfit and are guaranteed to make you feel and look your best. Make sure to take a look at the rest of this line and get...... more

We have updated our inventory to now include Diamond mid boots aka chukkas and sneakers. They are a perfect finishing touch to any outfit and are guaranteed to make you feel and look your best. Make sure to take a look at the rest of this line and get...

We have updated our inventory to now include Diamond mid boots aka chukkas and sneakers. They are a perfect finishing touch to any outfit and are guaranteed to make you feel and look your best. Make sure to take a look at the rest of this line and get...... more

We have updated our inventory to now include Diamond mid boots aka chukkas and sneakers. They are a perfect finishing touch to any outfit and are guaranteed to make you feel and look your best. Make sure to take a look at the rest of this line and get...

The Johnston Murphy Warner Chukka will create a handsome look with a pair of jeans and a button up. Full grain leather upper in a chukkaboot silhouette. Adjustable lace-up closure. Breathable leather lining for all-day comfort. Cushioned...... more

The Johnston Murphy Warner Chukka will create a handsome look with a pair of jeans and a button up. Full grain leather upper in a chukkaboot silhouette. Adjustable lace-up closure. Breathable leather lining for all-day comfort. Cushioned...... more

The Johnston Murphy Warner Chukka will create a handsome look with a pair of jeans and a button up. Full grain leather upper in a chukkaboot silhouette. Adjustable lace-up closure. Breathable leather lining for all-day comfort. Cushioned...... more

The unfussy lines of the Jack chukkaboot are finished with a full grain leather that only gets better with time. Mini-groove sole design provides traction, flexibility & all-day comfort. Reinforced,two tone laces for easy on & off. Exclusive Memory...... more

The unfussy lines of the Jack chukkaboot are finished with a full grain leather that only gets better with time. Mini-groove sole design provides traction, flexibility & all-day comfort. Reinforced,two tone laces for easy on & off. Exclusive Memory...... more

The unfussy lines of the Jack chukkaboot are finished with a full grain leather that only gets better with time. Mini-groove sole design provides traction, flexibility & all-day comfort. Reinforced,two tone laces for easy on & off. Exclusive Memory...... more

The unfussy lines of the Jack chukkaboot are finished with a full grain leather that only gets better with time. Mini-groove sole design provides traction, flexibility & all-day comfort. Reinforced,two tone laces for easy on & off. Exclusive Memory...... more

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